WO1992003927A1 - Insecticidal product - Google Patents
Insecticidal product Download PDFInfo
- Publication number
- WO1992003927A1 WO1992003927A1 PCT/EP1991/001736 EP9101736W WO9203927A1 WO 1992003927 A1 WO1992003927 A1 WO 1992003927A1 EP 9101736 W EP9101736 W EP 9101736W WO 9203927 A1 WO9203927 A1 WO 9203927A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- product according
- derivative
- insecticidal composition
- insecticidal
- base
- Prior art date
Links
- 230000000749 insecticidal effect Effects 0.000 title claims abstract description 39
- 239000000203 mixture Substances 0.000 claims abstract description 34
- 241000238631 Hexapoda Species 0.000 claims abstract description 19
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims abstract description 13
- 241001674044 Blattodea Species 0.000 claims abstract description 11
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 11
- 239000002728 pyrethroid Substances 0.000 claims abstract description 11
- 239000006096 absorbing agent Substances 0.000 claims abstract description 10
- -1 polyethylene Polymers 0.000 claims abstract description 10
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 9
- 230000009193 crawling Effects 0.000 claims abstract description 9
- 239000004698 Polyethylene Substances 0.000 claims abstract description 7
- 229920000573 polyethylene Polymers 0.000 claims abstract description 7
- 150000003611 tocopherol derivatives Chemical class 0.000 claims abstract description 6
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 claims abstract description 5
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 claims abstract description 5
- 235000010385 ascorbyl palmitate Nutrition 0.000 claims abstract description 5
- 239000000839 emulsion Substances 0.000 claims abstract description 3
- 239000003085 diluting agent Substances 0.000 claims description 4
- 239000004033 plastic Substances 0.000 claims description 3
- 229920003023 plastic Polymers 0.000 claims description 3
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical class OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 3
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical class C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 claims description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims description 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims description 2
- 150000008366 benzophenones Chemical class 0.000 claims description 2
- 229930016911 cinnamic acid Natural products 0.000 claims description 2
- 235000013985 cinnamic acid Nutrition 0.000 claims description 2
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical class C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 claims description 2
- 229920001971 elastomer Polymers 0.000 claims description 2
- 239000004744 fabric Substances 0.000 claims description 2
- 239000000787 lecithin Substances 0.000 claims description 2
- 229940067606 lecithin Drugs 0.000 claims description 2
- 235000010445 lecithin Nutrition 0.000 claims description 2
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims description 2
- 239000000123 paper Substances 0.000 claims description 2
- 239000005060 rubber Substances 0.000 claims description 2
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical class C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 claims 1
- IOHPVZBSOKLVMN-UHFFFAOYSA-N 2-(2-phenylethyl)benzoic acid Chemical group OC(=O)C1=CC=CC=C1CCC1=CC=CC=C1 IOHPVZBSOKLVMN-UHFFFAOYSA-N 0.000 claims 1
- CFNMUZCFSDMZPQ-GHXNOFRVSA-N 7-[(z)-3-methyl-4-(4-methyl-5-oxo-2h-furan-2-yl)but-2-enoxy]chromen-2-one Chemical compound C=1C=C2C=CC(=O)OC2=CC=1OC/C=C(/C)CC1OC(=O)C(C)=C1 CFNMUZCFSDMZPQ-GHXNOFRVSA-N 0.000 claims 1
- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 claims 1
- 229920002994 synthetic fiber Polymers 0.000 claims 1
- 235000006708 antioxidants Nutrition 0.000 abstract description 8
- 150000002148 esters Chemical class 0.000 abstract description 2
- 239000002917 insecticide Substances 0.000 description 9
- ROVGZAWFACYCSP-MQBLHHJJSA-N [2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(C\C=C/C=C)C(=O)C1 ROVGZAWFACYCSP-MQBLHHJJSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 229940015367 pyrethrum Drugs 0.000 description 7
- 241001465754 Metazoa Species 0.000 description 6
- VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 description 6
- 241000255925 Diptera Species 0.000 description 5
- 240000004460 Tanacetum coccineum Species 0.000 description 5
- 229930003799 tocopherol Natural products 0.000 description 5
- 239000011732 tocopherol Substances 0.000 description 5
- 235000019149 tocopherols Nutrition 0.000 description 5
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 5
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 4
- 241000257226 Muscidae Species 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 241000607479 Yersinia pestis Species 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- FMTFEIJHMMQUJI-NJAFHUGGSA-N 102130-98-3 Natural products CC=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@@H](C=C(C)C)C1(C)C FMTFEIJHMMQUJI-NJAFHUGGSA-N 0.000 description 2
- 241000238876 Acari Species 0.000 description 2
- 241000207840 Jasminum Species 0.000 description 2
- 235000010254 Jasminum officinale Nutrition 0.000 description 2
- 241000257159 Musca domestica Species 0.000 description 2
- 241000250966 Tanacetum cinerariifolium Species 0.000 description 2
- 229930003427 Vitamin E Natural products 0.000 description 2
- VXSIXFKKSNGRRO-MXOVTSAMSA-N [(1s)-2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate;[(1s)-2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-3-[(e)-3-methoxy-2-methyl-3-oxoprop-1-enyl Chemical class CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1.CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VXSIXFKKSNGRRO-MXOVTSAMSA-N 0.000 description 2
- 238000010171 animal model Methods 0.000 description 2
- 229930193529 cinerin Natural products 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- UVCJGUGAGLDPAA-UHFFFAOYSA-N ensulizole Chemical compound N1C2=CC(S(=O)(=O)O)=CC=C2N=C1C1=CC=CC=C1 UVCJGUGAGLDPAA-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 2
- 238000003197 gene knockdown Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 2
- 229940070846 pyrethrins Drugs 0.000 description 2
- 239000011709 vitamin E Substances 0.000 description 2
- 235000019165 vitamin E Nutrition 0.000 description 2
- 229940046009 vitamin E Drugs 0.000 description 2
- ZCVAOQKBXKSDMS-AQYZNVCMSA-N (+)-trans-allethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(CC=C)C(=O)C1 ZCVAOQKBXKSDMS-AQYZNVCMSA-N 0.000 description 1
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 1
- DFUSDJMZWQVQSF-XLGIIRLISA-N (2r)-2-methyl-2-[(4r,8r)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol Chemical compound OC1=CC=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 DFUSDJMZWQVQSF-XLGIIRLISA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- WHQOKFZWSDOTQP-UHFFFAOYSA-N 2,3-dihydroxypropyl 4-aminobenzoate Chemical compound NC1=CC=C(C(=O)OCC(O)CO)C=C1 WHQOKFZWSDOTQP-UHFFFAOYSA-N 0.000 description 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- 150000005166 2-hydroxybenzoic acids Chemical class 0.000 description 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical class NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 241000723353 Chrysanthemum Species 0.000 description 1
- FMTFEIJHMMQUJI-UHFFFAOYSA-N Cinerin I Natural products C1C(=O)C(CC=CC)=C(C)C1OC(=O)C1C(C)(C)C1C=C(C)C FMTFEIJHMMQUJI-UHFFFAOYSA-N 0.000 description 1
- LTNDZDRYUXNFCU-NEWSRXKRSA-N Cinerin II Natural products CC=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]2[C@@H](C=C(C)OC(=O)C)C2(C)C LTNDZDRYUXNFCU-NEWSRXKRSA-N 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- NZKIRHFOLVYKFT-UHFFFAOYSA-N Jasmolin I Natural products C1C(=O)C(CC=CCC)=C(C)C1OC(=O)C1C(C)(C)C1C=C(C)C NZKIRHFOLVYKFT-UHFFFAOYSA-N 0.000 description 1
- 241001124553 Lepismatidae Species 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical class NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 1
- 241000131095 Oniscidea Species 0.000 description 1
- 241000131102 Oryzaephilus Species 0.000 description 1
- 206010033799 Paralysis Diseases 0.000 description 1
- VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 description 1
- VMORCWYWLVLMDG-YZGWKJHDSA-N Pyrethrin-II Natural products CC(=O)OC(=C[C@@H]1[C@H](C(=O)O[C@H]2CC(=O)C(=C2C)CC=CC=C)C1(C)C)C VMORCWYWLVLMDG-YZGWKJHDSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000005233 alkylalcohol group Chemical group 0.000 description 1
- 229940024113 allethrin Drugs 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- FMTFEIJHMMQUJI-DFKXKMKHSA-N cinerin I Chemical compound C1C(=O)C(C\C=C/C)=C(C)[C@H]1OC(=O)[C@H]1C(C)(C)[C@@H]1C=C(C)C FMTFEIJHMMQUJI-DFKXKMKHSA-N 0.000 description 1
- SHCRDCOTRILILT-WOBDGSLYSA-N cinerin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C)C(=O)C1 SHCRDCOTRILILT-WOBDGSLYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 150000001893 coumarin derivatives Chemical class 0.000 description 1
- 230000000254 damaging effect Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000001784 detoxification Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000006261 foam material Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- NZKIRHFOLVYKFT-VUMXUWRFSA-N jasmolin I Chemical compound C1C(=O)C(C\C=C/CC)=C(C)[C@H]1OC(=O)[C@H]1C(C)(C)[C@@H]1C=C(C)C NZKIRHFOLVYKFT-VUMXUWRFSA-N 0.000 description 1
- WKNSDDMJXANVMK-UHFFFAOYSA-N jasmolin II Natural products C1C(=O)C(CC=CCC)=C(C)C1OC(=O)C1C(C)(C)C1C=C(C)C(=O)OC WKNSDDMJXANVMK-UHFFFAOYSA-N 0.000 description 1
- WKNSDDMJXANVMK-XIGJTORUSA-N jasmolin II Chemical compound C1C(=O)C(C\C=C/CC)=C(C)[C@H]1OC(=O)[C@H]1C(C)(C)[C@@H]1\C=C(/C)C(=O)OC WKNSDDMJXANVMK-XIGJTORUSA-N 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 230000011987 methylation Effects 0.000 description 1
- 238000007069 methylation reaction Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 229960002715 nicotine Drugs 0.000 description 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- LXTZRIBXKVRLOA-UHFFFAOYSA-N padimate a Chemical compound CCCCCOC(=O)C1=CC=C(N(C)C)C=C1 LXTZRIBXKVRLOA-UHFFFAOYSA-N 0.000 description 1
- 244000045947 parasite Species 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- ROVGZAWFACYCSP-VUMXUWRFSA-N pyrethrin I Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 ROVGZAWFACYCSP-VUMXUWRFSA-N 0.000 description 1
- VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 description 1
- 239000012438 synthetic essential oil Substances 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000009369 viticulture Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/34—Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
Definitions
- the present invention relates to an insecticidal product comprising a base impregnated with an insecticidal composition, the insecticidal composition containing an effective amount of at least one pyrethroid, at least one UV absorber and at least one antioxidant, and its use for controlling flying and crawling insects.
- Pyrethroids are the insecticidally active ingredients of pyrethrum and their synthetic analogues, which are derived from the structure given below.
- the main active ingredients in pyrethrum are the cinerins I and II, the pyrethrins I and II and the jasmines I and II (Römpps Chemie-Lexikon, 8th ed. (1987), p. 3413).
- pyrethrum In addition to nicotine, pyrethrum is the strongest plant insecticide; however, its effectiveness is reduced by sunlight and heat (Römpps Chemie-Lexikon, 8th ed. (1987), p. 3414). The lack of stability, but also the high price of natural pyrethroids has led to the development of numerous synthetic derivatives. "
- the pyrethroids are generally used as mixtures of isomers. They have long been considered
- Insecticides used especially against houseflies, cockroaches or cockroaches and other house vermin, moths, grain beetles, mosquitoes, pests in the garden and greenhouse, hay and sour worms in viticulture and cotton pests.
- the natural pyrethroids in particular are characterized by a rapid so-called “knock-down effect", i.e. the insects are quick, but only temporarily paralyzed and recover. The oxidative detoxification of insects is responsible for this undesirable effect.
- Insecticidal pyrethroid-containing compositions against crawling and flying insects are usually sprayed in liquid form onto the surface to be treated by means of compressed gas packs or hand pumps or in powder form as bait.
- These forms of use have the disadvantage that the insecticidal composition must be removed when cleaning the treated area and must therefore be reapplied in order to maintain the desired effectiveness, which leads to a high consumption of insecticide and thus high costs for long-term use.
- Mammals such as stable flies, horn flies, ticks and mites can be put on the animals, for example collars made of porous material, which are impregnated with a pyrethroid composition and covered with a membrane.
- This composition can contain UV absorbers and antioxidants as additives (WO 85/03197).
- the insecticide-containing materials described release the insecticide slowly into the environment. However, they are not suitable, for example, for use in households against crawling insects, because on the one hand they are too thick and on the other hand they are too sensitive due to their layer structure made of porous material and membrane.
- the object of the present invention is therefore to provide an improved insecticidal product which can also be used well against crawling insects, which is insensitive to damage and whose effectiveness can be used over a long period of time.
- an insecticidal product of the type mentioned which is characterized in that the antioxidant contained is selected from the group consisting of tocopherol derivatives, ascorbyl palmitate and citric acid esters.
- the insecticidal product according to the invention is suitable for destroying vermin, such as vermin, in particular flies and cockroaches or cockroaches.
- the product according to the invention has the great advantage over the conventional pyrethroid-containing compositions that it is "mobile”, ie it can be easily removed when cleaning the treated surface and can be brought back into place after cleaning.
- the product is therefore also referred to as a "carpet”.
- the effectiveness of the insecticidal composition can be fully utilized, so that permanent pest control is ensured with a small amount of insecticide.
- the product according to the invention is also very environmentally friendly and can be removed in a simple manner.
- the backing used according to the invention can consist of any customary impregnable material, which can be natural or synthetic in nature and includes fabrics and nonwovens as well as metallic materials.
- a foam material is preferred, in particular made of polyethylene.
- the base consists of a polyethylene film, in particular from 0.0001 to 0.49 mm thick, which crawling insects do not perceive as an obstacle.
- the polyethylene film prevents the insecticide from penetrating through the base on its underside, ensuring full effectiveness.
- the base is preferably applied to a non-slip support, such as rubber or plastic.
- a non-slip support such as rubber or plastic.
- paper such as cardboard is also preferred.
- the base can be connected to the carrier in any customary manner, with lamination being preferred.
- the product according to the invention can be rolled up like a carpet for removal become. It preferably has handles so that it can be folded up as a bag.
- the area of the carrier is preferably larger than the area of the base, so that the side of the carrier extends beyond the base and the user does not come into contact with the impregnated surface.
- the product according to the invention can also be impregnated again with the insecticidal composition.
- the pyrethroid is preferably used in an amount of 0.001 to 10% by weight, particularly preferably 0.01 to 2% by weight, XTi particular 0.03% by weight, based on the composition.
- the insecticidal composition used according to the invention contains at least one UV absorber and at least one antioxidant.
- the antioxidant from the group consisting of tocopherol derivatives, ascorbyl palmitate and citric acid esters, the insecticidal activity of the product according to the invention is drastically extended.
- the tocopherols or derivatives thereof are preferred as antioxidants.
- Tocopherols are natural products with vitamin E character and are therefore often referred to as vitamin E. They are derived from the basic body Tocol and differ in the degree of methylation on its benzene nucleus. According to the invention, all known tocopherols can be used.
- the DL-or, -ß-, -Q- and - «/ " tocopherols are preferred.
- Tocopherols are used in particular as a mixture in a suitable ratio with at least one compound from the group consisting of ascorbyl palmitate and citric acid esters.
- the citric acid esters are preferably mono- to triesters of citric acid with alkyl alcohols having 1 to 8 carbon atoms.
- UV absorbers used according to the invention are generally known.
- Particularly suitable UV absorbers which are effective in the wavelength range of 250 to 350 n of interest here are benzoic acid derivatives, for example p-aminobenzoic acid derivatives such as amyl p-dimethylaminobenzoate and glyceryl p-aminobenzoate, or o-hydroxybenzoic acid derivatives;
- Benzophenone derivatives for example 2-hydroxy-4- (2-hydroxy-3-methacryloxy) propoxybenzophenone or 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid;
- Camphor derivatives Coumarin derivatives; Benzimidoazole derivatives; Dibenzoylmethane derivatives; Cinnamic acid ester derivatives, for example isobutyltinamate, ethyltinamate or benzyltinamate; and tris (hydroxymethyl) aminomethane salts of a sulfonic acid, such as the tri
- the UV absorber is preferably used in an amount of 0.001 to 10% by weight, particularly preferably 0.01 to 5% by weight, in particular 0.03% by weight, based on the composition.
- the antioxidant in the composition used according to the invention is preferably used in an amount of 0.001 to 10% by weight, particularly preferably 0.01 to 5% by weight, in particular 0.03% by weight, based on the composition.
- the insecticidal composition used according to the invention is expediently prepared in liquid form with the addition of a diluent or solvent.
- Suitable diluents are water, organic solvents or oils, an aqueous and / or oily emulsion being preferred.
- Monohydric and polyhydric alcohols, glycols, such as 1,2-propanediol, esters or fatty acids, for example, can be used as organic diluents, while mineral oils, saturated and unsaturated wax and fatty acid esters, for example vegetable oils, and natural and synthetic essential oils are particularly good oils are suitable.
- the insecticidal composition can contain lecithin. The insecticidal composition is then sprayed onto the base used according to the invention.
- the insecticidal product according to the invention can be used for any type of vermin against which known pyrethroid compositions are used. It has an excellent long-term effect against flying insects, for example houseflies and moths, and creeping insects, for example cockroaches, ants, silverfish, woodlice and beetles.
- products according to the invention were used as a "carpet" for flying and crawling insects.
- the products were made by impregnating a polyethylene foam pad with a thickness of 5 mm with an insecticidal composition containing 0.3% by weight pyrethrum, 0.1% by weight Tocopherol acetate, 0.1% by weight of tris (hydr ⁇ xymethyl) aminomethane salt of 2-phenylbenzimidazole-5-sulfonic acid, 80% by weight of fatty alcohol polyglycol ether and 19.5% by weight of propylene glycol.
- the carpets were spread out in a suitable test room (base area approx. 2 m) and about 30 cockroaches were exposed as test animals in this room.
- the percentage area of the carpet was 10%. At various intervals, test animals with definitive damage (supine position in cockroaches) were counted and given in percent.
- the carpet had a good attracting effect on the test animals.
- insects that had become flightless were counted after 5, 10, 15 and 20 minutes. After 15 minutes, the test chamber was ventilated, the test animals were collected and transferred to an air-permeable container in order to determine whether the damaging effect was irreversible after 24 hours.
- the insecticide can only be effective through contact with the test insects.
- the insecticidal product according to the invention has a sufficiently good long-term action against flying and crawling insects.
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Toxicology (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
Claims
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA002091065A CA2091065C (en) | 1990-09-12 | 1991-09-12 | Insecticidal product |
US07/988,924 US5641499A (en) | 1990-09-12 | 1991-09-12 | Insecticidal product |
RU93005043A RU2111666C1 (en) | 1990-09-12 | 1991-09-12 | Insecticide |
EP91916270A EP0548172B1 (en) | 1990-09-12 | 1991-09-12 | Insecticidal product |
CZ93363A CZ284863B6 (en) | 1990-09-12 | 1991-09-12 | Insecticidal preparation |
DE59102867T DE59102867D1 (en) | 1990-09-12 | 1991-09-12 | INSECTICID PRODUCT. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEG9012996.2U | 1990-09-12 | ||
DE9012996U DE9012996U1 (en) | 1990-09-12 | 1990-09-12 | Insecticidal product |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1992003927A1 true WO1992003927A1 (en) | 1992-03-19 |
Family
ID=6857431
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1991/001736 WO1992003927A1 (en) | 1990-09-12 | 1991-09-12 | Insecticidal product |
Country Status (11)
Country | Link |
---|---|
US (1) | US5641499A (en) |
EP (1) | EP0548172B1 (en) |
AT (1) | ATE110931T1 (en) |
CA (1) | CA2091065C (en) |
CZ (1) | CZ284863B6 (en) |
DE (2) | DE9012996U1 (en) |
DK (1) | DK0548172T3 (en) |
ES (1) | ES2059150T3 (en) |
HU (1) | HU212880B (en) |
RU (1) | RU2111666C1 (en) |
WO (1) | WO1992003927A1 (en) |
Cited By (12)
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WO1999041983A1 (en) * | 1998-02-20 | 1999-08-26 | Battelle Memorial Institute | Barrier preventing wood pest access to wooden structures |
US6852328B1 (en) | 1989-09-01 | 2005-02-08 | Battelle Memorial Institute K1-53 | Method and device for protection of wooden objects proximate soil from pest invasion |
WO2007053760A3 (en) * | 2005-11-01 | 2008-01-10 | Dow Agrosciences Llc | Pesticidally active compositions having enhanced activity |
US7335374B2 (en) | 1998-02-25 | 2008-02-26 | Battelle Memorial Institute K1-53 | Multi-layer barrier preventing wood pest access to wooden structures |
WO2008032844A3 (en) * | 2006-09-11 | 2008-06-19 | Sumitomo Chemical Co | Insect-repellent fiber |
WO2008085682A3 (en) * | 2007-01-09 | 2009-05-28 | Loveland Products Inc | Pesticide composition and method of use |
EP2106696A1 (en) * | 2008-04-04 | 2009-10-07 | Bayer CropScience AG | Materials with embedded insecticides and additives |
WO2009121580A3 (en) * | 2008-04-04 | 2010-12-16 | Bayer Cropscience Ag | Materials having embedded insecticides and additives |
US8765697B2 (en) | 2009-04-30 | 2014-07-01 | Dow Agrosciences, Llc. | Pesticide compositions exhibiting enhanced activity |
US8785379B2 (en) | 2009-04-30 | 2014-07-22 | Dow Agrosciences, Llc. | Pesticide compositions exhibiting enhanced activity |
US8796476B2 (en) | 2009-04-30 | 2014-08-05 | Dow Agrosciences, Llc | Pesticide compositions exhibiting enhanced activity and methods for preparing same |
WO2014202876A1 (en) * | 2013-06-20 | 2014-12-24 | Long Lasting Innovation | Chemical composition incorporating molecules active against insects and active system comprising a support treated with such a chemical composition |
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US5983557A (en) * | 1997-11-06 | 1999-11-16 | The United States Of America As Represented By The Secretary Of The Army | Lethal mosquito breeding container |
ES2157811B1 (en) * | 1998-07-29 | 2002-03-16 | Sumitomo Chemical Co | PREPARED INSECTICIDE ACUOSO FOR THERMAL FUMIGATION. |
US6553726B1 (en) | 1999-06-18 | 2003-04-29 | University Of Florida | Barrier against crawling arthropods |
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US6378242B1 (en) | 2000-05-11 | 2002-04-30 | University Of Florida | Coaster for shielding against crawling arthropods |
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US20060025545A1 (en) * | 2002-09-20 | 2006-02-02 | Patrick Brant | Polymer production at supercritical conditions |
DE10301906A1 (en) * | 2003-01-17 | 2004-07-29 | Bayer Healthcare Ag | Arthropod repellent, especially useful for repelling ticks, fleas, mosquitoes and fleas from humans or animals, contains combination of pyrethroid or pyrethrin and nicotinic agonist |
GB2407770A (en) * | 2003-11-07 | 2005-05-11 | Reckitt Benckiser | Product and method for controlling flying insects |
US8110608B2 (en) | 2008-06-05 | 2012-02-07 | Ecolab Usa Inc. | Solid form sodium lauryl sulfate (SLS) pesticide composition |
WO2010036882A1 (en) * | 2008-09-29 | 2010-04-01 | The Hartz Mountain Corporation | Photo-stable pest control |
US8968757B2 (en) | 2010-10-12 | 2015-03-03 | Ecolab Usa Inc. | Highly wettable, water dispersible, granules including two pesticides |
CN105724347A (en) | 2016-04-06 | 2016-07-06 | 陈东霖 | Deinsectization plaster and preparation method thereof |
SG10201703936UA (en) * | 2017-05-15 | 2018-12-28 | Tan Dong Lin Eugene | Water resistant disinfestation article and method of manufacture thereof |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2375250A (en) * | 1943-03-19 | 1945-05-08 | Claude R Wickard | Antioxidant compositions |
US2383815A (en) * | 1943-04-24 | 1945-08-28 | Claude R Wickard | Ternary synergistic antioxidant composition |
US3560613A (en) * | 1967-05-09 | 1971-02-02 | Us Agriculture | Stabilization of pyrethroid compositions |
GB2002635A (en) * | 1977-08-05 | 1979-02-28 | Fumakilla Ltd | Method of enchancing the activity of fast evaporating insecticides |
WO1984000095A1 (en) * | 1982-07-02 | 1984-01-19 | Young Robert Co Ltd | Parasiticidal formulations |
DE3421290A1 (en) * | 1983-10-08 | 1985-06-20 | Fumakilla Ltd., Tokio/Tokyo | PEST CONTROL BLADE AND DEVICE THAT INDICATES THE END OF EFFECT |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB625683A (en) * | 1945-07-31 | 1949-07-01 | Best Foods Inc | Improvements in or relating to glyceridic fat and oil compositions |
US2485640A (en) * | 1948-12-04 | 1949-10-25 | Ethel Neal | Stabilized glyceridic oil compositions and processes of preparing them |
US4683132A (en) * | 1982-04-30 | 1987-07-28 | Minnesota Mining And Manufacturing Company | Compositions, devices, and methods for extended control of insect activity |
US4562794A (en) * | 1984-01-30 | 1986-01-07 | Bend Research, Inc. | Pest control in animals |
US4668666A (en) * | 1984-12-05 | 1987-05-26 | Adams Veterinary Research Laboratories | Long-acting pyrethrum/pyrethroid based pesticides with silicone stabilizers |
US4674445A (en) * | 1985-07-29 | 1987-06-23 | American Cyanamid Company | Device and method for controlling insects |
US4923745A (en) * | 1989-04-07 | 1990-05-08 | Barbara Wolfert | Insect repellent clothing bag |
US5102662A (en) * | 1989-12-08 | 1992-04-07 | Dow Corning Corporation | Insect repellent plastic |
FR2673075B1 (en) * | 1991-02-22 | 1998-12-31 | Rhone Poulenc Chimie | MICROEMULSIONS OF PYRETHROUIDS AND THEIR USE. |
-
1990
- 1990-09-12 DE DE9012996U patent/DE9012996U1/en not_active Expired - Lifetime
-
1991
- 1991-09-12 US US07/988,924 patent/US5641499A/en not_active Expired - Fee Related
- 1991-09-12 EP EP91916270A patent/EP0548172B1/en not_active Expired - Lifetime
- 1991-09-12 HU HU9300693A patent/HU212880B/en not_active IP Right Cessation
- 1991-09-12 AT AT91916270T patent/ATE110931T1/en not_active IP Right Cessation
- 1991-09-12 ES ES91916270T patent/ES2059150T3/en not_active Expired - Lifetime
- 1991-09-12 CA CA002091065A patent/CA2091065C/en not_active Expired - Fee Related
- 1991-09-12 WO PCT/EP1991/001736 patent/WO1992003927A1/en active IP Right Grant
- 1991-09-12 CZ CZ93363A patent/CZ284863B6/en not_active IP Right Cessation
- 1991-09-12 RU RU93005043A patent/RU2111666C1/en active
- 1991-09-12 DE DE59102867T patent/DE59102867D1/en not_active Expired - Fee Related
- 1991-09-12 DK DK91916270.1T patent/DK0548172T3/en active
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2375250A (en) * | 1943-03-19 | 1945-05-08 | Claude R Wickard | Antioxidant compositions |
US2383815A (en) * | 1943-04-24 | 1945-08-28 | Claude R Wickard | Ternary synergistic antioxidant composition |
US3560613A (en) * | 1967-05-09 | 1971-02-02 | Us Agriculture | Stabilization of pyrethroid compositions |
GB2002635A (en) * | 1977-08-05 | 1979-02-28 | Fumakilla Ltd | Method of enchancing the activity of fast evaporating insecticides |
WO1984000095A1 (en) * | 1982-07-02 | 1984-01-19 | Young Robert Co Ltd | Parasiticidal formulations |
DE3421290A1 (en) * | 1983-10-08 | 1985-06-20 | Fumakilla Ltd., Tokio/Tokyo | PEST CONTROL BLADE AND DEVICE THAT INDICATES THE END OF EFFECT |
Non-Patent Citations (4)
Title |
---|
FETTE-SEIFEN-ANSTRICHMITTEL Bd. 65, Nr. 10, Oktober 1963, HAMBURG, DE Seiten 795 - 799; K.TÄUFEL ET AL.: 'Die Sauerstoffaufnahme durch Methyllinoleat in Gegenwart von Citronensäure und einigen ihrer Ester' siehe das ganze Dokument * |
PATENT ABSTRACTS OF JAPAN vol. 12, no. 176 (C-498)(3023) 25. Mai 1988 & JP,A,62 283 901 ( NISSAN CHEM. IND. LTD. ) 9. Dezember 1987 siehe Zusammenfassung * |
PATENT ABSTRACTS OF JAPAN vol. 8, no. 162 (C-235)(1599) 26. Juli 1984 & JP,A,59 065 001 ( OUJI SEISHI K.K. ) 13. April 1984 siehe Zusammenfassung * |
PATENT ABSTRACTS OF JAPAN vol. 9, no. 196 (C-297)(1919) 13. August 1985 & JP,A,60 064 902 ( RAION K.K. ) 13. April 1985 siehe Zusammenfassung * |
Cited By (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6852328B1 (en) | 1989-09-01 | 2005-02-08 | Battelle Memorial Institute K1-53 | Method and device for protection of wooden objects proximate soil from pest invasion |
WO1999041983A1 (en) * | 1998-02-20 | 1999-08-26 | Battelle Memorial Institute | Barrier preventing wood pest access to wooden structures |
US7335374B2 (en) | 1998-02-25 | 2008-02-26 | Battelle Memorial Institute K1-53 | Multi-layer barrier preventing wood pest access to wooden structures |
WO2007053760A3 (en) * | 2005-11-01 | 2008-01-10 | Dow Agrosciences Llc | Pesticidally active compositions having enhanced activity |
WO2008032844A3 (en) * | 2006-09-11 | 2008-06-19 | Sumitomo Chemical Co | Insect-repellent fiber |
AU2007342203B2 (en) * | 2007-01-09 | 2013-06-13 | Loveland Products, Inc. | Pesticide composition and method of use |
WO2008085682A3 (en) * | 2007-01-09 | 2009-05-28 | Loveland Products Inc | Pesticide composition and method of use |
EP2106696A1 (en) * | 2008-04-04 | 2009-10-07 | Bayer CropScience AG | Materials with embedded insecticides and additives |
WO2009121580A3 (en) * | 2008-04-04 | 2010-12-16 | Bayer Cropscience Ag | Materials having embedded insecticides and additives |
US8765697B2 (en) | 2009-04-30 | 2014-07-01 | Dow Agrosciences, Llc. | Pesticide compositions exhibiting enhanced activity |
US8785379B2 (en) | 2009-04-30 | 2014-07-22 | Dow Agrosciences, Llc. | Pesticide compositions exhibiting enhanced activity |
US8796476B2 (en) | 2009-04-30 | 2014-08-05 | Dow Agrosciences, Llc | Pesticide compositions exhibiting enhanced activity and methods for preparing same |
US9247730B2 (en) | 2009-04-30 | 2016-02-02 | Dow Agrosciences Llc | Pesticide compositions exhibiting enhanced activity and methods for preparing same |
US9374997B2 (en) | 2009-04-30 | 2016-06-28 | Dow Agrosciences Llc | Pesticide compositions exhibiting enhanced activity |
US9480256B2 (en) | 2009-04-30 | 2016-11-01 | Dow Agrosciences Llc | Pesticide compositions exhibiting enhanced activity |
WO2014202876A1 (en) * | 2013-06-20 | 2014-12-24 | Long Lasting Innovation | Chemical composition incorporating molecules active against insects and active system comprising a support treated with such a chemical composition |
FR3007247A1 (en) * | 2013-06-20 | 2014-12-26 | Long Lasting Innovation | CHEMICAL COMPOSITION INCLUDING ACTIVE MOLECULES AGAINST INSECTS AND ACTIVE SYSTEM HAVING CARRIER TREATED WITH SUCH A CHEMICAL COMPOSITION |
Also Published As
Publication number | Publication date |
---|---|
RU2111666C1 (en) | 1998-05-27 |
EP0548172A1 (en) | 1993-06-30 |
US5641499A (en) | 1997-06-24 |
HU212880B (en) | 1996-12-30 |
HUT63942A (en) | 1993-11-29 |
CZ284863B6 (en) | 1999-03-17 |
HU9300693D0 (en) | 1993-07-28 |
ATE110931T1 (en) | 1994-09-15 |
CA2091065A1 (en) | 1992-03-13 |
ES2059150T3 (en) | 1994-11-01 |
EP0548172B1 (en) | 1994-09-07 |
CZ36393A3 (en) | 1994-01-19 |
DK0548172T3 (en) | 1994-11-14 |
DE9012996U1 (en) | 1991-10-10 |
CA2091065C (en) | 2000-05-23 |
DE59102867D1 (en) | 1994-10-13 |
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